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Synthesis and Cytotoxic Activity of Indolo[2,3-a]Pyrrolo[3,4-c]Carbazole-5,7-Dione N-Glycosides Substituted on the Maleimide Nitrogen Atom

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Reactions of indolo[2,3-a]furano[3,4-c]carbazole-5,7-diones with hydrazine hydrate, hydroxylamine hydrochloride, and formyl hydrazine produced the corresponding N-6-substituted indolopyrrolocarbazole glycosides with the carbohydrate residues L-arabinose, D-galactose, D-xylose, and D-ribose. The obtained compounds were studied in vitro and in vivo and showed significant antiproliferative activity against HCT-116 cells (IC50 = 10–6 – 10–7 M) and high antitumor effects on Ehrlich ascites tumor and P-388 lymphocytic leukemia models. The lifespan increase of animals in the first model ranged from 540 – 495% to 172 – 132%; in the second model, from 80 – 83% to 120 – 93%.

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Correspondence to L. V. Ektova.

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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 54, No. 5, pp. 26 – 29, May, 2020.

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Ektova, L.V., Eremina, V.A., Tikhonova, N.I. et al. Synthesis and Cytotoxic Activity of Indolo[2,3-a]Pyrrolo[3,4-c]Carbazole-5,7-Dione N-Glycosides Substituted on the Maleimide Nitrogen Atom. Pharm Chem J 54, 455–458 (2020). https://doi.org/10.1007/s11094-020-02222-x

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  • DOI: https://doi.org/10.1007/s11094-020-02222-x

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